Results 71 to 80 of about 126 (118)
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Solvent‐Free Passerini Reactions
Synthetic Communications, 2008The influence of the substrate structure and concentration on the yield of the Passerini reaction was studied. A new, solvent-free methodology for a convenient preparation of alpha-acyloxyamides 4 was established and compared to the classical methodology. A higher reaction yield was obtained in shorter time, especially in the case of aromatic aldehydes.
Koszelewski, Dominik +3 more
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Synthesis of Glycomimetics by Diastereoselective Passerini Reaction
The Journal of Organic Chemistry, 2018We describe the utilization of bis-isopropylidene-protected d-fructose-derived aldehyde in the Passerini reaction with various acids and isocyanides. A library of densely functionalized glycomimetics bearing up to 3 carbohydrate units was obtained in high yields and diastereoselectivities.
Kristina Vlahoviček-Kahlina +4 more
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Synthetic Applications of Passerini Reaction
Current Organic Chemistry, 2012Passerini reaction involving an oxo component, an isocyanide, and a nucleophile in a single step to prepare -acyloxy carbox- amide, was first discovered by Passerini about 90 years ago. Various modifications of this reaction have already been developed such as Lewis acids catalysis, in situ oxidation of alcohols to aldehydes, in situ oxidation of ...
Ali Reza Kazemizadeh, Ali Ramazani
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Catalytic Enantioselective Passerini Three‐Component Reaction
Angewandte Chemie International Edition, 2007A [(salen)-AlIIICl] complex catalyzes the Passerini three-component reaction of an aldehyde, a carboxylic acid, and an isocyanide to afford alpha -acyloxyamides, e.g., I, with good to excellent enantioselectivity. A variety of nonchelating substrates can be used to generate the versatile chiral products. [on SciFinder (R)]
Wang, Shi-Xin +3 more
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Synthesis of d-glycopyranosyl depsipeptides using Passerini reaction
Carbohydrate Research, 2021A protocol based on Passerini multi-component reaction has been developed for facile, efficient and atom economical synthesis of a small library of twenty potential bioactive (2R)-2-(d-glycopyranosyl)-2-acyloxyacetamides using perbenzylated d-glycopyranosyl aldehydes, substituted isocyanides and different aliphatic/aromatic carboxylic acids. All twenty
Banty, Kumar +5 more
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Homologation of Ugi and Passerini reactions using ynamides
Drug Discovery Today: Technologies, 2018Being important biological and pharmacological units, β-amino amides and β-acyloxy amides have a privileged position in both academia and industry. Developing a methods to prepare them has gained attention. Ynamides, which possess dual nucleophilic and electrophilic properties, are similar to isonitriles. In this review, usage of ynamides in the single
Bo, Huang, Sunliang, Cui
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New oxacycles on the block: benzodioxepinones via a Passerini reaction
Molecular Diversity, 2022Oxacycles and benzoxepanes are privileged motifs present in a variety of natural products and functional molecules. However, their synthetic access is limited. Here, we demonstrate a rapid synthesis of unprecedented benzoxepanes from readily available starting materials in one step via a Passerini multicomponent reaction. The reaction proceeds smoothly
Michael Fragkiadakis +3 more
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An intramolecular passerini reaction: Synthesis of hydrastine.
Tetrahedron Letters, 1981Abstract An intramolecular Passerini reaction between 3,4-methylenedioxyphenethylisocyanide and opianic acid is applied in a total synthesis of hydrastine, a phthalideisoquinoline alkaloid.
J.R. Falck, Sukumar Manna
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Introducing Multicomponent Reactions to Polymer Science: Passerini Reactions of Renewable Monomers
Journal of the American Chemical Society, 2011Combination of the Passerini three component-reaction (3CR) and olefin metathesis led to the formation of poly[1-(alkyl carbamoyl)alkyl alkanoates], a new class of polyesters with amide moieties in their side chain, from renewable resources. Two different approaches were studied and compared to each other.
Kreye, O., Tóth, T., Meier, M. A. R.
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ChemInform, 2014
AbstractVicinal diketo amides react with isonitriles and carboxylic acids to α‐acyloxy β‐keto carboxamides.
Jan Rossbach, Klaus Harms, Ulrich Koert
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AbstractVicinal diketo amides react with isonitriles and carboxylic acids to α‐acyloxy β‐keto carboxamides.
Jan Rossbach, Klaus Harms, Ulrich Koert
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